Abstract
The structure of the title compound (C10H15OH) was determined by X-ray diffraction at liquid nitrogen temperature. The crystals are triclinic, spacegroupP¯1 witha=11.3686(5),b=11.3990(5),c=11.4353(6) Å,α=82.193(4),β=70.211(4) and γ=62.279(4)°,V c =1233.9(1) Å3,Z=6,F(000)=504,D x =1.229 g cm−3; MoKα radiation, λ=0.71073 Å,μ(MoKα)=0.7 cm−1. FinalR factor=0.046 andwR=0.062 for 8162 reflections withI>2.5σ(I). The asymmetric unit consists of three independent adamantanol-2 molecules which together with the three symmetry-related molecules form a cluster having pseudo ¯3 symmetry. The six molecules in the cluster are connected by six O-H⋯O hydrogen bonds, the oxygens of which constitute an almost ideal chair conformation.
Similar content being viewed by others
References
Ahmed, F. R., and Przybylska, M. (1978)Acta. Cryst B 34, 3700–3704.
Andreetti, G. D., Bocelli, G., and Sgarabotto, P. (1974)Cryst. Struct. Commun.,3, 145–149.
Antolini, L., Vezzosi, I. M., Battaglia, L. P. and Corradi, A. B. (1985)J. Chem. Soc., Perkin T. p. 237–239.
Baran, J. (1989) To be published.
Baran, J., Kanters, J. A., Lutz, E. T. G., Maas, J. H. van der, Schouten, A., and Wierzejewska-Hnat, M. (1989)J. Mol. Struct. In press.
Boer, J. L. de, and Duisenberg, A. J. M. (1984)Acta Cryst. A 40, C-410.
Boeyens, J. C. A., and Pretorius, J. A. (1977)Acta. Cryst. B 33, 2120–2124.
Bondi, A. (1964)J. Phys. Chem. 68, 441–451.
Chan, T.-L., and Mak, T. C. W. (1983)J. Chem. Soc., Perkln T. 1977–1981.
Chandrasekhar, K., and Hauser, J. (1984)Acta Cryst C 40, 283–285.
Chekhlov, A. N., Ionov, S. P., Egorova, V. V., and Ananchenko, S. N. (1983)Bioorg. Khim. 9, 270–275.
Choi, H., Pinkerton, A. A., and Fry, J. L. (1987)J. Chem. Soc., Chem. Comm. 225–226.
Cremer, D., and Pople, J. A. (1975)J. Am. Chem. Soc. 97, 1354–1358.
Cromer, D. T., and Liberman, D. (1970)J. Chem. Phys. 53, 1891–1898.
Cromer, D. T., and Mann, J. B. (1968)Acta Cryst. A 24, 321–324.
Cygler, M., Anderson, W. F., Giziewicz, J., and Robins, M. J. (1984)Can. J. Chem. 62, 147–152.
Duax, W. L., Weeks, C. M., and Rohrer, D. C. (1976)Topics in Stereochemistry, Vol. 9. N. L. Allinger and E. L. Eliel (eds.) (Wiley, New York), pp. 271–383.
Flippen, J. L., Karle, J., and Karle, I. L. (1970)J. Am. Chem. Soc. 92, 3749–3755.
Johnson, C. K. (1965)Ortep. Report ORNL-3794. (Oak Ridge National Laboratory, Tennessee).
Le Page, Y. (1982)J. Appl. Cryst. 15, 255–259.
Lin, S. Y., Okaya, Y., Chiou, D. M., and Le Noble, W. J. (1982)Acta Cryst. B 38, 1669–1671.
Lindeman, S. V., Shklover, V. E., and Struchkov, Yu. T. (1981)Cryst. Struct. Commun. 10, 1173–1179.
McCandlish, L. E., Stout, G. H., and Andrews, L. C. (1975).Acta Cryst. A 31, 245–249.
Okaya, Y., Chiou, D. M., and Le Noble, W. J. (1979)Acta Cryst. B 35, 2268–2271.
Polyanskaya, T. M., Alexeev, V. I., Bakakin, V. V., and Chekova, G. N. (1982)Zh. Strukt. Khim. 23, 123–127.
Rohrer, D. C., Hazel, J. P., Duax, W. L., Zeelen, F. J. (1976)Cryst. Struct. Commun. 5, 543–546.
Romming, C., and Sydnes, L. K. (1977)Acta Chem. Scand. B 31, 130–134.
Sheldrick, G. M. (1976)Shelx-76. A Program for Crystal Structure Determination (Univ. of Cambridge, England)
Sheldrick, G. M. (1986).Shelxs-86. A program for Crystal Structure Determination (Univ. of Gottingen, FRG)
Singelenberg, F. A., and van Eijck, B. P. (1987)Acta Cryst. C 43, 309–311.
Spek, A. L. (1982) TheEuclid package. InComputational Crystallography, D. Sayre (ed.) (Clarendon Press, Oxford), p. 528.
Spek, A. L. (1988)J. Appl. Cryst. 21, 578–579.
Stewart, R. F., Davidson, E. R., and Simpson, W. T. (1965)J. Chem. Phys. 42, 3175–3187.
Walker, N., and Stuart, D. (1983)Acta Cryst. A 39, 158–166.
Williard, P. G., and De Laszlo, S. E. (1985)J. Org. Chem. 50, 3738–3749.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Kanters, J.A., Hooft, R.W.W. & Duisenberg, A.J.M. Low-temperature, high-resolution crystal structure study of tricyclo[3.3.1.13,7]decan-2-ol (adamantanol-2). Journal of Crystallographic and Spectroscopic Research 20, 123–131 (1990). https://doi.org/10.1007/BF01160963
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01160963